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Holiday rentals with a pool in Naples

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Naples

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Naples
4.99 out of 5 average rating, 152 reviews

Pool House+Game Room, Moments to Beach & Downtown

Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chef’s kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, it’s the perfect getaway for relaxation and play.

Top Guest favourite
A spacious private pool area features a heated pool and spa, enclosed by a screen for comfort. Lush greenery is visible through the arches, enhancing the serene setting. Modern lounge seating is positioned nearby, inviting relaxation and enjoyment.
Home in Palm River
4.97 out of 5 average rating, 108 reviews

Luxurious Naples Home. Heated Pool. Mins to Beach.

Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool/spa no jets, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.

Top Guest favourite
Apartment in Naples
5 out of 5 average rating, 12 reviews

Lux Lakefront Resort | Beach 3 MIN Drive | 70"TVs

🌴Naples Coastal Escape🌴 “After several Airbnb visits this place definitely stands out among the rest…” Enjoy sunrises and sunsets in this remodeled, quiet, lavish lakefront oasis at Park Shore Resort. ☞Screened lanai w/lakeview+alfresco dining ☞Gourmet kitchen+Coffee bar+Wine fridge ☞Rainfall showerheads ☞Towel Warmer ☞Workspace desk ☞Cable TV TOP LOCATION ☀️ Clam Pass Beach->3min by car /~20min walk 🍹Mercato->9min car 💎 Old Naples/5th Ave->10min car 🛒 Fresh Market Grocery->10min walk

Top Guest favourite
A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.
Home in Naples
4.97 out of 5 average rating, 120 reviews

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

Guest favourite
A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.
Home in Naples
4.94 out of 5 average rating, 146 reviews

LUXE Oasis | HTD Pool~10 min Beach+5th Ave• Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

Top Guest favourite
The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.
Home in Naples
4.96 out of 5 average rating, 144 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Top Guest favourite
A heated pool is enclosed within a screened lanai, featuring a colorful beach ball floating on the water's surface. Sunlight filters through the mesh walls, illuminating the pool area and surrounding greenery, while lounge chairs are positioned nearby for relaxation.
Cottage in Naples Park
5 out of 5 average rating, 105 reviews

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Top Guest favourite
A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.
Home in Naples Park
4.97 out of 5 average rating, 213 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

This 2,000-square foot stunner has a pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

Guest favourite
A private outdoor pool area features a rectangular pool surrounded by a spacious deck. Eight blue lounge chairs are positioned around the pool, and a square spa is integrated into the design. A barbecue grill is situated nearby against a white privacy fence, with tropical plants adding greenery.
Home in Naples Park
4.92 out of 5 average rating, 100 reviews

664 Naples Beach Paradise Private Pool & Spa

Welcome to 664 Naples Beach Paradise! A luxurious 2BD/2BA newly remodeled pool home; a short ride/walk to the famously soft, white sands of SWFL beaches. Perfect location in North Naples; just minutes to shopping, dining & entertainment. Bring your loved ones and enjoy a care free luxurious vacation on our welcoming property. Our staff is dedicated to provide and ensure a wonderful experience throughout your stay.

Top Guest favourite
Home in Naples Park
4.96 out of 5 average rating, 100 reviews

Beach! Heated Pool, Game Room, 2 Kings, 2 Suites

We are Super Hosts since 2018. You can see our history of reviews by navigating to my profile. The perfect home for a beach vacation just 3 minutes to the beach and 2 king beds. Every room in the house includes streaming TV even the outdoor lanai. A large chef's kitchen with an oversized island is great for entertaining. Bikes, towels, beach chairs, and toys are all included! Great house to enjoy the Florida sun.

Top Guest favourite
A backyard oasis features a heated pool surrounded by tropical landscaping. Lounge chairs are arranged around the pool, and a pink inflatable float adds a pop of color. An umbrella shaded seating area is visible nearby, contributing to the inviting outdoor space.
Home in Naples Park
4.96 out of 5 average rating, 184 reviews

529 Whispering Palms Oasis | Private Heated Pool

NEW HEATED POOL creates your backyard Oasis! This 3 Bedroom, 2 Bathroom spacious home will book up fast. Located in the popular Naples Park neighborhood this home is between 2 world class beaches, Vanderbilt Beach & Delnor Wiggins Pass Beach. Mercato Shopping & Dining District is just a a quick 5 minute drive & Downtown Naples is just 15 minutes. 2 bicycles available for you to be at the beach in 5 minutes.

Top Guest favourite
An outdoor living space features a screened lanai overlooking a pool. Comfortable loungers are positioned around the pool. A dining table with multiple chairs is set under a ceiling fan, complemented by a large area rug. The scene is bathed in natural light.
Home in Naples
4.98 out of 5 average rating, 131 reviews

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.

Popular amenities for Naples rentals with a pool

When is the best time to visit Naples?

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Avg. price$359 AUD$434 AUD$450 AUD$352 AUD$282 AUD$260 AUD$269 AUD$248 AUD$236 AUD$257 AUD$303 AUD$368 AUD
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Quick stats about holiday rentals with a pool in Naples

  • Total holiday rentals

    Explore 1,020 holiday rentals in Naples

  • Nightly prices starting at

    Naples holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 18,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    860 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 300 rentals that welcome pets

  • Rentals with dedicated workspaces

    590 properties have a dedicated workspace

  • Wi-Fi availability

    1,010 of Naples holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Naples rentals

  • 4.8 Average rating

    Naples stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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  4. Collier County
  5. Naples
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